1-Azabicyclo[2.2.1]heptane-2-carboxylicacid,ethylester(9CI)

Base Information

• Chemical Name: 1-Azabicyclo[2.2.1]heptane-2-carboxylicacid,ethylester(9CI)
• CAS No.: 646055-79-0
• Molecular Formula: C9H15NO2
• Molecular Weight: 169.22100
• Mol file: 646055-79-0.mol

Synonyms:

Chemical Property of 1-Azabicyclo[2.2.1]heptane-2-carboxylicacid,ethylester(9CI)

Chemical Property:

• PSA: 29.54000
• LogP: 0.58160

Purity/Quality:

NLT 98% ^*data from raw suppliers

Ethyl1-aza-bicyclo[2.2.1]heptane-2-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1-Azabicyclo[2.2.1]heptane-2-carboxylicacid,ethylester(9CI)

There total 2 articles about 1-Azabicyclo[2.2.1]heptane-2-carboxylicacid,ethylester(9CI) which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 68.25%

methyl 2-amino-3-(tetrahydrofuran-3-yl)-propionate (646055-78-9) → ethyl 1-azabicyclo[2.2.1]heptane-2-carboxylate (646055-79-0,921755-43-3)

Guidance literature:

methyl 2-amino-3-(tetrahydrofuran-3-yl)-propionate; With hydrogen bromide; In water; at 110 - 120 ℃; for 8h; Heating in a sealed tube;

With ammonia; In water; for 4h; Heating / reflux;

With sulfuric acid; sodium hydrogencarbonate; more than 3 stages;

Reference yield:

1-azabicyclo[2.2.1]heptane-2-carboxylic acid + ethanol (64-17-5) → ethyl 1-azabicyclo[2.2.1]heptane-2-carboxylate (646055-79-0,921755-43-3)

Guidance literature:

1-azabicyclo[2.2.1]heptane-2-carboxylic acid; ethanol; With sulfuric acid; for 8h; Heating / reflux;

Heating / reflux;

Reference yield:

1-nitroethylene (3638-64-0,26618-70-2) + ethyl 1-azabicyclo[2.2.1]heptane-2-carboxylate (646055-79-0,921755-43-3) → ethyl 2-(2-nitroethyl)-1-aza-bicyclo[2.2.1]heptane-2-carboxylate (646055-80-3)

Guidance literature:

ethyl 1-azabicyclo[2.2.1]heptane-2-carboxylate; With lithium diisopropyl amide; In tetrahydrofuran; hexane; at -78 ℃; for 0.916667h;

1-nitroethylene; In tetrahydrofuran; hexane; at -78 ℃; for 2.25h;

With ammonium chloride; In tetrahydrofuran; hexane; water; at -78 - 20 ℃;

upstream raw materials:

methyl 2-amino-3-(tetrahydrofuran-3-yl)-propionate

ethanol

Downstream raw materials:

ethyl 2-(2-nitroethyl)-1-aza-bicyclo[2.2.1]heptane-2-carboxylate

1-azaspiro[bicyclo[2.2.1]heptane-2,3'-pyrrolidin]-2'-one

1-azaspiro[bicyclo[2.2.1]heptane-2,3'-pyrrolidine]

Refernces

• 1、 -. "N-ARYL DIAZASPIRACYCLIC COMPOUNDS AND METHODS OF PREPARATION AND USE THEREOF". Page 71. . Retrieved 2008/06/13.